(1S,4aS,7R,7aS)-4'-[(1S)-1-hydroxyethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylic acid

• ChemBase ID: 305508
• Molecular Formular: C20H24O12
• Molecular Mass: 456.39736
• Monoisotopic Mass: 456.12677621
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@]1(C=C2)OC(=O)C(=C1)[C@H](C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](O)C)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H24O12/c1-7(22)9-4-20(32-17(9)28)3-2-8-10(16(26)27)6-29-18(12(8)20)31-19-15(25)14(24)13(23)11(5-21)30-19/h2-4,6-8,11-15,18-19,21-25H,5H2,1H3,(H,26,27)/t7-,8+,11+,12+,13+,14-,15+,18-,19-,20+/m0/s1
• InChIKey: GGLAWDIODKKBQZ-SZSWQRSVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,7R,7aS)-4'-[(1S)-1-hydroxyethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylic acid
• IUPAC Traditional name: (1S,4aS,7R,7aS)-4'-[(1S)-1-hydroxyethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylic acid
• Synonyms: 15-Demethylplumieride

Database IDs

• CAS Number: 132586-69-7

CALCULATED PROPERTIES

• Acid pKa: 4.1557646
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -3.3766012
• LogD (pH = 7.4): -5.0790334
• Log P: -2.015965
• Molar Refractivity: 102.2618 cm^3
• Polarizability: 40.80451 Å^3
• Polar Surface Area: 192.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 97.5